6413-52-1

Basic information

• Product Name: 1,3-Dioxane,2-(4-chlorophenyl)-(9CI)
• Synonyms: 1,3-Dioxane,2-(4-chlorophenyl)-(9CI)
• CAS NO: 6413-52-1
• Molecular Formula: C₁₀H₁₁ClO₂
• Molecular Weight: 198.64614
• Product Categories: PHENYL
• Mol File: 6413-52-1.mol

Chemical Properties

• Boiling Point: 289.8°C at 760 mmHg
• Flash Point: 118.1°C
• Appearance: /
• Density: 1.206g/cm³
• Vapor Pressure: 0.00374mmHg at 25°C
• Refractive Index: 1.531
• CAS DataBase Reference: 1,3-Dioxane,2-(4-chlorophenyl)-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-Dioxane,2-(4-chlorophenyl)-(9CI)(6413-52-1)
• EPA Substance Registry System: 1,3-Dioxane,2-(4-chlorophenyl)-(9CI)(6413-52-1)

Safety Data

• Hazardous Substances Data: 6413-52-1(Hazardous Substances Data)

Usage

Classification

Organic compound

Structure

Chlorinated derivative of 1,3-dioxane

Physical state

Colorless liquid

Odor

Slightly sweet

Uses

a. Solvents
b. Pharmaceuticals
c. Agricultural chemicals
d. Intermediate in the synthesis of other organic compounds

Health hazards

Potential adverse effects on the respiratory system, skin, and eyes

Handling

Should be handled with caution and in accordance with safe handling procedures

InChI:InChI=1/C10H11ClO2/c11-9-4-2-8(3-5-9)10-12-6-1-7-13-10/h2-5,10H,1,6-7H2

Upstream product

• 104-88-1 4-chlorobenzaldehyde 
• 504-63-2 trimethyleneglycol 
• 22391-05-5 2-(4-chlorophenyl)-1,3-oxathiolane 
• 28291-10-3 trans-2-(4-chlorobenzenyl)-3-phenyl-oxirane 
• 3395-81-1 4-chlorobenzaldehyde dimethyl acetal 
• 69404-95-1 tert-butyldimethyl(3-phenylpropoxy)silane 
• 17887-80-8 1,3-bis(trimethylsiloxy)propane 

Downstream Products

• 30203-87-3 1-chloro-4-(4-methylbenzyl)benzene 
• 91410-28-5 1-chloro-4-(3-methylbenzyl)benzene 
• 55676-88-5 1-chloro-4-(2-methylbenzyl)benzene 
• 831-81-2 4-chlorophenyl(phenyl)methane 
• 104-88-1 4-chlorobenzaldehyde 
• 81172-92-1 4-(1,3-dioxan-2-yl)benzaldehyde 
• 4750-61-2 N-(p-chlorobenzyl)aniline 
• 32377-36-9 anilino(4-chlorophenyl)acetonitrile 
• 1236-90-4 2-(4-chlorophenyl)-4-phenylquinoline 
• 1243701-29-2 C₁₅H₁₉ClO₃ 
• 10359-09-8 2-(4-chlorophenyl)-1,3-dithiane 
• 74-11-3 para-chlorobenzoic acid 
• 130534-90-6 4-Chloro-benzoic acid 3-hydroxy-propyl ester 

Relevant articles and documents

Practical acetalization and transacetalization of carbonyl compounds catalyzed by recyclable PVP-I

A novel PVP-I catalyzed acetalizations/transacetalizations of carbonyl compounds has been developed processing with a mild and easy handling fashion. Different types of Acyclic and cyclic acetals were prepared from carbonyl compounds or their acetals successfully. Further applications of newly developed catalytic combination were testified. This protocol featured with simplicity of operation, mild reaction condition, short reaction time, recyclable of catalyst and broad substrates scope with excellent yields.

Robust acidic pseudo-ionic liquid catalyst with self-separation ability for esterification and acetalization

The novel acidic pseudo-ionic liquid catalyst with self-separation ability has been synthesized through the quaternization of triphenylphosphine and the acidification with silicotungstic acid. The pseudo-IL showed high activities for the esterification with average conversions over 90%. The pseudo-IL showed even higher activities for acetalization than traditional sulfuric acid. The homogeneous catalytic process benefited the mass transfer efficiency. The pseudo-IL separated from the reaction mixture automatically after reactions, which was superior to other IL catalysts. The high catalytic activities, easy reusability and high stability were the key properties of the novel catalyst, which hold great potential for green chemical processes.

House bulb light-induced photochemical acetalization of carbonyl compounds catalyzed by Eosin Y

We have systematically studied the reactions of acetalization and found that high reaction efficiency can be achieved using cheap and readily available organic Eosin Y as catalyst. The reaction proceeds smoothly under house bulbs and shows excellent functional group tolerance. The substrates of the reaction system are compatible with aromatic aldehydes, aliphatic aldehydes, aromatic ketones, and cyclic ketones with high yields.

Mesoporous poly-melamine-formaldehyde (mPMF)-a highly efficient catalyst for chemoselective acetalization of aldehydes

A mesoporous poly-melamine-formaldehyde polymer with a high surface area, good porosity and a high density of amine and triazine functional groups was investigated as a highly efficient hydrogen-bonding catalyst. This porous organic polymer was found to be highly effective in catalyzing chemoselective acetalization of aldehydes, without the consumption of any dehydrating agents. The turnover frequency of mesoporous poly-melamine-formaldehyde is hundreds of times higher than melamine monomer, and this high efficiency is due to the high density of aminal (-NH-CH2-NH-) groups and triazine rings in the polymer network, which provides an inherently powerful system with multiple hydrogen bonds. This unique characteristic imparts mesoporous poly-melamine-formaldehyde polymer with a very high activity as a heterogeneous organocatalyst. The polymer is also low cost, and easy to be synthesized and recycled.

A METHOD OF ACETALIZING AN ALDEHYDE

A method of acetalizing an aldehyde comprising reacting said aldehyde with an alcohol in the presence of a polymeric catalyst to form an acetal wherein the polymeric catalyst is a mesoporous poly-melamine-formaldehyde polymer.

Bismuth compounds in organic synthesis: Synthesis of dioxanes, dioxepines, and dioxolanes catalyzed by bismuth(III) triflate

A simple method for the synthesis of 1,3-dioxolanes from carbonyl compounds has been developed using 1,2-bis(trimethylsilyloxy)ethane in the presence of bismuth(III) triflate as a catalyst. The bismuth(III) triflate catalyzed synthesis of a range of dioxanes and dioxepines has also been developed. In these latter cases, the carbonyl compound is treated with a diol, and triethyl orthoformate is used as a water scavenger. All these methods avoid the use of a Dean-Stark trap. Georg Thieme Verlag Stuttgart.

Acetalization of carbonyl compounds catalyzed by bismuth triflate under solvent-free conditions

Carbonyl compounds were converted to the corresponding 1,3-dioxolanes and 1,3-dioxanes with ethylene glycol and 1,3-propandiol in the presence of bismuth triflate under solvent-free conditions. In addition, high chemoselective protection of aldehydes in the presence of ketones has been achieved.

Highly efficient and chemoselective acetalization of carbonyl compounds catalyzed by new and reusab e zirconyl triflate, zr0(0tf)2

Various types of aromatic aldehydes were efficiently converted to their corresponding 1,3-dioxanes and 1,3-dioxolane with 1,3-propanediol and ethylene glycol, respectively, in the presence of catalytic amount of ZrO(OTf) 2 in acetonitrile at room temperature. The catalyst can be reused several times without loss of its catalytic activity. Very short reaction times, selective acetalization of aromatic aldehydes in the presence of aliphatic aldehydes and ketones, very mild reaction conditions, reusability of the catalyst, and easy workup are noteworthy advantages of this method.

Chemoselective conversion of aromatic epoxide and 1,2-diol to 1,3-dioxane derivatives with phenyltrimethylammonium tribromide in the presence of a catalytic amount of antimony(III) bromide

trans-Stilbene oxide was oxidatively converted to 2-phenyl-1,3-dioxanes with phenyltrimethylammonium tribromide in the presence of various 1,3-diols and a catalytic amount of SbBr3 in DMSO at room temperature. Aromatic 1,2-diol, such as hydrobenzoin, was similarly converted to 2-aryl-1,3-dioxane derivatives under the same reaction conditions.

N-bromosuccinimide (NBS) catalyzed highly chemoselective acetalization of carbonyl compounds using silylated diols and pentaerythritol under neutral aprotic conditions

Various types of carbonyl compounds are efficiently converted to their 1,3-dioxanes and pentaerythritol diacetals by the use of either 1,3-bistrimethylsiloxy propane (A) or 1,3-bistrimethylsilanyloxy-2,2- bistrimethylsilanyloxymethyl propane (D) and a catalytic amount of N-bromosuccinimide (3-10 mol%) under essentially neutral aprotic condition, respectively. A variety of functionalities such as both aliphatic and phenolic -OTBDMS, -OMe, -OBz, furan ring, double bonds and more significantly phenolic -OTHP survived under the present reaction condition. The efficient conversion of two α-tertiary ketones to their cyclic acetals was also achieved using the present protocol.